SOLID-PHASE SYNTHESIS OF HUMAN OSTEOCALCIN BY USING A GAMMA-CARBOXYGLUTAMIC ACID-DERIVATIVE

Human osteocalcin, also called bone Gla protein (BGP), consisting of 49 amino acids with two to three gamma-carboxyglutamate residues, was chemically synthesized for the first time by a novel solid-phase peptide synthesis. An L-enantiomer of N-tert-butyloxycarbonyl-gamma,gamma'-dicyclohexyl-gam...

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Bibliographic Details
Published inInternational journal of peptide and protein research Vol. 43; no. 4; pp. 367 - 373
Main Authors KURIHARA, T, TANIYAMA, E, HANE, M, SAITO, T, HIROSE, S, OHASHI, S
Format Journal Article
LanguageEnglish
Published COPENHAGEN Wiley 01.04.1994
Subjects
1-Carboxyglutamic Acid - chemistry
Amino Acid Sequence
Biochemistry & Molecular Biology
Chromatography, High Pressure Liquid
Humans
Life Sciences & Biomedicine
Molecular Sequence Data
Osteocalcin - chemical synthesis
Osteocalcin - chemistry
Science & Technology
Spectrometry, Mass, Fast Atom Bombardment
Stereoisomerism
PLASMA
SOLID-PHASE SYNTHESIS
GLA-PROTEIN BGP
HUMAN OSTEOCALCIN, OPTICAL RESOLUTION
GAMMA-CARBOXYGLUTAMIC ACID DERIVATIVE
BONE
RADIOIMMUNOASSAY
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Summary:Human osteocalcin, also called bone Gla protein (BGP), consisting of 49 amino acids with two to three gamma-carboxyglutamate residues, was chemically synthesized for the first time by a novel solid-phase peptide synthesis. An L-enantiomer of N-tert-butyloxycarbonyl-gamma,gamma'-dicyclohexyl-gamma-carboxyglutamic acid was designed, prepared and utilized as a monomeric compound and proven to be useful for the solid-phase peptide synthesis of human osteocalcin. The synthesis and optical resolution of the gamma-carboxyglutamic acid (Gla) derivative are first described, followed by the synthesis and characterization of Gla(17)-human osteocalcin. (C) Munksgaard 1994.
ISSN:0367-8377
DOI:10.1111/j.1399-3011.1994.tb00533.x